3606-32-4Relevant academic research and scientific papers
Enantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII-Catalyzed ATH-DKR of Isoflavones
Caleffi, Guilherme S.,Costa, Paulo R. R.,Costa-Júnior, Paulo C. T.,Gaspar, Francisco V.
, p. 5097 - 5108 (2021/10/20)
Noyori-Ikariya RuII complexes promoted the one-pot C=C/C=O bonds reduction of isoflavones using sodium formate as the hydrogen source through Asymmetric Transfer Hydrogenation-Dynamic Kinetic Resolution (ATH-DKR). Due to the neutral conditions employed, isoflavones with different substituents at the 2’-position of B-ring (H, OH, OMe and Br) were successfully reduced. Ten cis-3-phenylchroman-4-ols were selectively obtained (>20 : 1 dr) in good yields (up to 86 %) and excellent enantioselectivities (up to >99 : 1 er). The synthetic applications of these chiral compounds were also demonstrated. Enantioenriched isoflavanones were obtained under mild metal-free oxidation of the cis-3-phenylchroman-4-ols while pterocarpans were synthesized by two strategies: an acid-catalyzed cyclization and a novel approach based on a Pd-catalyzed C?O intramolecular cross-coupling reaction.
Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease
Xiao, Zhu-Ping,Shi, Da-Hua,Li, Huan-Qiu,Zhang, Li-Na,Xu, Chen,Zhu, Hai-Liang
, p. 3703 - 3710 (2008/02/07)
Twenty polyphenols were synthesized and evaluated for their effect on Helicobacter pylori urease. Among these compounds, 4-(p-hydroxyphenethyl)pyrogallol (15) (IC50 = 0.03 mM) and 7,8,4′-trihydroxyisoflavone (19) (IC50 = 0.14 mM) showed potent inhibitory activities, and inhibited Helicobacter pylori urease in a time-dependent manner. The structure-activity relationship of these polyphenols revealed: the two ortho hydroxyl groups were essential for inhibitory activity of polyphenol. When the C-ring of isoflavone was broken, the inhibitory activity markedly decreased. As for deoxybenzoin, the carboxyl group was clearly detrimental.
TWO FLAVONOID GLYCOSIDES FROM THE BARK OF PROSOPIS JULIFLORA
Shukla, Ranjana Vajpeyi Nee',Misra, Krishna
, p. 339 - 340 (2007/10/02)
Key Word Index - Prosopis juliflora; Leguminoseae; flavonol glycoside; kaempferol 4'-methyl ether 3-O-β-D-galactopyranoside; isoflavone glycoside; retusin 7-O-neohesperidoside. Two new glycosides, kaempferol 4'-methyl ether 3-O-β-D-galactopyranoside and retusin 7-O-neohesperidoside, have been characterized from the bark of Prosopis juliflora.
